Jump to main content
Jump to site search

Issue 12, 2017
Previous Article Next Article

Peptide Weinreb amide derivatives as thioester precursors for native chemical ligation

Author affiliations

Abstract

Peptide Weinreb amide derivatives with an N-substituted mercaptoethyl group are designed as thioester precursors for native chemical ligation. We show that these amides undergo rapid ligation with a cysteinyl peptide under normal NCL conditions to form various Xaa–Cys peptide bonds, including the difficult Val–Cys junction. Facile synthesis of the Weinreb amide linkers allows easy access to this new type of peptide thioester precursor by standard Fmoc solid phase synthesis.

Graphical abstract: Peptide Weinreb amide derivatives as thioester precursors for native chemical ligation

Back to tab navigation

Supplementary files

Publication details

The article was received on 15 Jan 2017, accepted on 01 Feb 2017 and first published on 07 Feb 2017


Article type: Communication
DOI: 10.1039/C7OB00103G
Citation: Org. Biomol. Chem., 2017,15, 2491-2496
  •   Request permissions

    Peptide Weinreb amide derivatives as thioester precursors for native chemical ligation

    C. Rao and C. Liu, Org. Biomol. Chem., 2017, 15, 2491
    DOI: 10.1039/C7OB00103G

Search articles by author

Spotlight

Advertisements